Pre War T210 Jackson
post war 1952 Topps Eddie Mathews
Modern 1981 TCMA Wade Boggs
As for overall favorite I have to cheap a little bit. My most prized possession by FAR is my 1990 Score Wade Boggs/Roger Clemens wrong back error. It is the only known error pair that I got directly from Score back in the day. I am not sure what the real value of the pair is but it would take a very large pile of cash for me to even consider parting with them.